merrifield peptide resin Merrifield resin is a resin for use in peptide synthesis - Merrifield resinsynthesis Merrifield's peptide resin Merrifield Peptide Resin: The Foundation of Solid-Phase Peptide Synthesis

Wangresin Merrifield peptide resin, named after its inventor Bruce Merrifield, is a cornerstone material in modern organic synthesis, particularly for solid-phase peptide synthesis (SPPS). This cross-linked polystyrene resin, functionalized with chloromethyl groups, serves as the solid support onto which amino acids are sequentially attached and built into a peptide chain. Its development revolutionized peptide chemistry by enabling automated synthesis and significantly simplifying the purification process, making complex peptides more accessible for research and therapeutic applications. The resin's ability to immobilize the growing peptide chain allows for easy separation of reagents and by-products through simple filtration, a key advantage over traditional liquid-phase methods.

The versatility of Merrifield resin lies in its robust structure and reactive chloromethyl sites. These sites are crucial for anchoring the first amino acid, typically through nucleophilic displacement of the chlorine atom. The extent of this labeling, often expressed in millimoles of chloride per gram (mmol/g), is a critical parameter that dictates the resin's loading capacity – how much peptide can be synthesized from a given amount of resin. Common loading capacities range from 0.6-2.5 mmol/g, with variations like 2.0-2.5 mmol/g and 1.0-1.5 mmol/g being readily availableThe Merrifield peptide synthesis studied by near-infrared .... Particle size, such as the common 200-400 mesh, also plays a role in reaction kinetics and handling during synthesis.

Understanding Merrifield Resin Chemistry and Properties

Merrifield resin is fundamentally a polymer matrix, typically poly(styrene-co-divinylbenzene), where the divinylbenzene component provides the cross-linking that imparts mechanical stability and insolubility. The chloromethyl groups (-CH₂Cl) are the active sites for functionalization. These groups allow for the covalent attachment of the first amino acid, which is usually protected at its alpha-amino group (e.g., with a Boc or Fmoc protecting group) and activated at its carboxyl group. The choice of protecting group strategy (e.g., Boc strategy) historically influenced the use of Merrifield resin, as it was the standard support for Boc-based peptide synthesis.

The quality and characteristics of Merrifield resin are paramount for successful peptide synthesis. Factors such as the degree of cross-linking (commonly 1-2% divinylbenzene), particle size distribution, and the uniformity of functionalization directly impact reaction efficiency, ease of handling, and the purity of the final peptide product2016年9月27日—One of the most disruptive and fertile new ideas was organic synthesis on solid supports, developed by BruceMerrifieldin the early 1960s.. High-quality resins, such as those offered by suppliers like MilliporeSigma (Sigma-Aldrich) and Iris Biotech, are essential for achieving reliable and reproducible results in both research and manufacturing settingsMerrifield's peptide resin. CAS No.: Cat. No.: VC13986781. Molecular Formula: C25H25Cl. Molecular Weight: 360.9 g/mol. * ....

Applications and Evolution in Peptide Synthesis

The Merrifield solid-phase method, pioneered in the early 1960s, laid the groundwork for automated peptide synthesizers. While Merrifield resin remains a classic and reliable support, particularly for certain types of peptides or when using specific chemistries, the field has evolved with the introduction of resins offering different linker chemistries and cleavage conditions.作者：BD Larsen·1993·被引用次数：87—Ruthenium porphyrin bound to a Merrifield resinas heterogeneous catalyst for the cyclooligomerization of arylethynes. New Journal of Chemistry 2010, 34 (10) ... For instance, resins like 2-chlorotrityl chloride (2-CTC) resin offer milder cleavage conditions, which can be beneficial for acid-labile peptides. However, for many standard peptide sequences, especially those synthesized using the Boc strategy, Merrifield resin continues to be a highly effective and widely used choice.

The ability to immobilize substrates, as is the case with Merrifield resin being used to immobilize carboxylic acids and alcohols for solid-phase synthesis, extends its utility beyond just peptides. However, its primary and most impactful application remains in the construction of peptide chains, where it enables the efficient and systematic assembly of amino acid sequencesMethod 1: Attachment of Boc-amino acidsto Merrifield resins. Dissolve Boc-amino acid in EtOH (2 mL/mmol) and add water (0.5 mL/mmol).. The development of Merrifield resin was a pivotal moment, transforming peptide chemistry from a laborious, low-yield endeavor into a more streamlined and scalable process, paving the way for the synthesis of therapeutic peptides and complex biomolecules.

Selecting and Using Merrifield Peptide Resin

When selecting Merrifield peptide resin, several factors should be considered. The desired loading capacity is a primary concern, influencing the yield of the synthesized peptideMerrifield'S Peptide Resin. Particle size affects swelling properties and filtration efficiency, with smaller particles generally offering larger surface areas but potentially slower filtrationImproving 2-Chlorotrityl Chloride (2-CTC) Resin Activation - PMC - NIH. The degree of cross-linking impacts the resin's stability and swelling in different solvents.Merrifield's resin | Opinion Manufacturers often provide detailed specifications regarding these parameters, along with recommended protocols for attaching amino acids and performing subsequent synthesis steps.

For example, protocols for attaching Boc-amino acids to Merrifield resins typically involve dissolving the protected amino acid in a suitable solvent mixture (eMerrifield's peptide resin. CAS No.: Cat. No.: VC13986781. Molecular Formula: C25H25Cl. Molecular Weight: 360.9 g/mol. * ....gMerrifield resinis the common name for chloromethylated polystyrene crosslinked with 1-2% divinylbenzene (DVB). It is named for the Nobel prize-winning ...., ethanol and water) and reacting it with the resin under basic conditions. Careful optimization of reaction times, temperatures, and reagent concentrations is crucial for maximizing the attachment efficiency and minimizing side reactions. The availability of pre-loaded resins, such as Boc-Pro-Merrifield resin, can further simplify the synthesis process by providing a starting point with the first amino acid already attached. Ultimately, the choice and proper utilization of Merrifield peptide resin are fundamental to the success of solid-phase peptide synthesis.TheMerrifield resinhas in the past been the standard support for the synthesis ofpeptideacids by Boc strategy. Originally, the cesium salt of a protected ...